Issue 31, 2015

Effect of regioisomerism on the self-assembly and photophysical behavior of 1,3,4-thiadiazole-based polycatenars

Abstract

A new class of polycatenars, where the central benzene ring is connected to two arms derived from substituted 1,3,4-thiadiazoles at the 1,3- and 1,4-positions, was synthesized and characterized. These thiadiazole-based molecules are promising as they stabilize columnar phases over a wide temperature range, in comparison to their oxadiazole analogues. The para-substituted polycatenars exhibited a columnar hexagonal and/or a columnar oblique phase, while the meta-substituted polycatenars exhibited solely a columnar oblique phase. The para-substituted polycatenars exhibited green emission, while the meta-substituted polycatenars exhibited blue emission in solution and film states. Stabilization of a broad range columnar phase and luminescence in the solid state make these new compounds promising from the viewpoint of applications in emissive displays. The self-assembly and luminescence of these regioisomers was greatly influenced by the molecular structure.

Graphical abstract: Effect of regioisomerism on the self-assembly and photophysical behavior of 1,3,4-thiadiazole-based polycatenars

Supplementary files

Article information

Article type
Paper
Submitted
20 May 2015
Accepted
18 Jun 2015
First published
19 Jun 2015

J. Mater. Chem. C, 2015,3, 8166-8182

Author version available

Effect of regioisomerism on the self-assembly and photophysical behavior of 1,3,4-thiadiazole-based polycatenars

S. K. Pathak, S. Nath, R. K. Gupta, D. S. S. Rao, S. K. Prasad and A. S. Achalkumar, J. Mater. Chem. C, 2015, 3, 8166 DOI: 10.1039/C5TC01437A

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